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含溴苯基团的8-羟基喹啉衍生物的合成与性质研究

Synthesis and Properties of Bromobenzene-containing 8-Hydroxyquinoline Derivatives

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【作者】 王苒; 张斌; 张恒明; 辛寅昌; 胡光武;

【Author】 Wan Ran;Zhang Bin;Zhang Hengming;Xin Yinchang;Hu Guangwu;Shandong Yu Wang Industrial Technology Research Institute Company Limited;School of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University;Binzhou Science and Technology Innovation and Development Research Institute;

【机构】 山东禹王工业技术研究院有限公司; 山东师范大学化学化工与材料科学学院; 滨州市科技创新发展研究院;

【摘要】 以8羟基喹啉、对溴苯胺为主要原料,经过Reimer-Tiemann反应、席夫碱制备反应,重氮化反应,将溴苯基团分别通过C=N键和N=N键连接到8羟基喹啉上,从而合成了两种扩大π体系的8羟基喹啉衍生物。通过1H NMR、13C NMR,FT-IR以及HR-MS等手段充分表征,并对两种衍生物的各种物理和化学性质进行了深入研究。除此之外,还应用Gaussian程序对两种衍生物的几何构型进行了理论计算。结果显示,分子结构存在细微的差别,可以对8羟基喹啉衍生物的各种性质产生较大的影响。

【Abstract】 Two kinds of 8-hydroxyquinoline derivatives were synthesized by 8-hydroxyquinoline and 4-Bromoanilines as raw materials.The synthetic route included the Reimer-Tiemann reaction, Schiff base synthesis reaction, and Diazo-reaction.After that, the bromobenzene was linked to 8-hydroxyquinoline by C=N or N=N bond and the π system was expanded.The derivatives were fully characterized by 1H and 13C NMR,and FT-IR spectroscopy, as well as HR-MS spectra.Their physical and chemical properties were studied deeply, then the geometry structures were predicted by the Gaussian functional.All the results shows the difference of the 8-hydroxyquinoline derivatives’ properties can be owe to their similar but not the same structures.

【关键词】 8-羟基喹啉; 溴苯; 双键; 合成; 性质;
【Key words】 8-hydroxyquinoline; bromobenzene; double bond; synthesis; properties;
  • 【文献出处】 山东化工 ,Shandong Chemical Industry , 编辑部邮箱 ,2023年10期
  • 【分类号】TQ253.23
  • 【下载频次】3
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